1-[2,6-Dihydroxy-4-[(4-hydroxy-3-methyl-2-butenyl)oxy]phenyl]-2-methyl-1-propanone

Details

• Internal ID: 054e2da5-93dd-4c41-8a78-151837bdd7ae
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[2,6-dihydroxy-4-(4-hydroxy-3-methylbut-2-enoxy)phenyl]-2-methylpropan-1-one
• SMILES (Canonical): CC(C)C(=O)C1=C(C=C(C=C1O)OCC=C(C)CO)O
• SMILES (Isomeric): CC(C)C(=O)C1=C(C=C(C=C1O)OCC=C(C)CO)O
• InChI: InChI=1S/C15H20O5/c1-9(2)15(19)14-12(17)6-11(7-13(14)18)20-5-4-10(3)8-16/h4,6-7,9,16-18H,5,8H2,1-3H3
• InChI Key: IHKXYZOAQLKZJG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	+	0.8108	81.08%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8619	86.19%
OATP2B1 inhibitior	-	0.7183	71.83%
OATP1B1 inhibitior	+	0.9303	93.03%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8954	89.54%
P-glycoprotein inhibitior	-	0.9392	93.92%
P-glycoprotein substrate	-	0.9081	90.81%
CYP3A4 substrate	-	0.5658	56.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	+	0.5746	57.46%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.6845	68.45%
CYP2D6 inhibition	-	0.7193	71.93%
CYP1A2 inhibition	+	0.8271	82.71%
CYP2C8 inhibition	-	0.8597	85.97%
CYP inhibitory promiscuity	+	0.6839	68.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7650	76.50%
Carcinogenicity (trinary)	Non-required	0.7195	71.95%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.7959	79.59%
Skin irritation	-	0.7775	77.75%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4277	42.77%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5592	55.92%
skin sensitisation	+	0.4940	49.40%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4531	45.31%
Acute Oral Toxicity (c)	III	0.6404	64.04%
Estrogen receptor binding	+	0.7609	76.09%
Androgen receptor binding	+	0.5752	57.52%
Thyroid receptor binding	-	0.5350	53.50%
Glucocorticoid receptor binding	+	0.8048	80.48%
Aromatase binding	+	0.8378	83.78%
PPAR gamma	+	0.7753	77.53%
Honey bee toxicity	-	0.8914	89.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.98%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.90%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.21%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.58%	94.73%
CHEMBL4208	P20618	Proteasome component C5	88.28%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.85%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.94%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.92%	89.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.81%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.73%	86.33%
CHEMBL2535	P11166	Glucose transporter	82.56%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.24%	91.71%

Plants that contains it

• Helichrysum asperum

Cross-Links

• PubChem: 129835969
• LOTUS: LTS0146587
• wikiData: Q105113104